How much is a flight from Chicago Midway to Windsor?

There’s no fixed price — fares between Chicago and Windsor can vary a lot by day or time.

Pick a travel date to see today’s available fares.

Flying during the week can be more affordable, as weekend flights tend to be pricier. Also consider demand and availability: the last remaining seats often come at higher fares!

Flights between Chicago and Windsor: which airports can you choose?

The distance between Chicago and Windsor is about 399 km. Checking alternative airports can help lower the total cost of your trip.

• Airports in Chicago: Chicago is served by 3 airports - Midway, O'Hare, Rockford.
• Airports in Windsor: Currently, the only available airport in Windsor is Windsor.

Choosing airports with fast connections to the city center can cut down total travel time. You can compare all flights from Chicago airports to find the best option.

Customize your flight from Chicago Midway to Windsor

Jetcost allows you to filter by travel dates, duration, layovers, carriers, and booking providers. You’ll find direct and connecting flights, one-way or round-trip, from the best airlines and travel agencies.

Other popular destinations

Thinking about Canada? You might also consider: Calgary, Halifax, Montreal, Toronto, Vancouver.

You can sort results by price, duration, or departure time to find the best option for you. When available, results always include both low-cost and traditional airlines.